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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733189Generated: October 25, 2026

4-(3-Benzyloxy-propyl)-6-trimethylstannanyl-pyrimidine-2-carbonitrile → 4-(3-Benzyloxy-propyl)-6-(3-methylsulphamoyl-5-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrile

https://huagongshe.com/reaction/733189

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(3-Benzyloxy-propyl)-6-trimethylstannanyl-pyrimidine-2-carbonitrileHCID 57839110—
ReactantHCID 67058919HCID 67058919—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-(3-Benzyloxy-propyl)-6-(3-methylsulphamoyl-5-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrileHCID 6904700535%

Reaction Steps

3-Bromo-N-methyl-5-trifluoromethyl-benzenesulphonamide (37 mg), 4-(3-benzyloxy-propyl)-6-trimethylstannanyl-pyrimidine-2-carbonitrile (40 mg) and dichlorobis(triphenylphosphine)palladium(II) (7 mg) in DMF (1 mL) were heated in a microwave to 180° C. for five minutes. The mixture was diluted with ethyl acetate (20 mL) and washed with water (3×20 mL). Organics were separated, dried over sodium sulphate, filtered, and solvent was removed under reduced pressure to yield crude product. Purification by preparative-HPLC afforded 4-(3-benzyloxy-propyl)-6-(3-methylsulphamoyl-5-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrile (16.5 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589095B2
Source datasetuspto-grants-2009_09
ORD IDord-cea8956997bb4fe1b7e1730ec28de368
Source noteuspto-grants-2009_09